Holiday rentals in Evanston

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Top-rated holiday rentals in Evanston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The entrance of a brick apartment features a turquoise door and large windows with flowing white curtains. Flower planters line the exterior, adding color to the entrance. A small air conditioning unit is visible beneath the window, enhancing comfort during warmer months.
Flat in Evanston
4.94 out of 5 average rating, 160 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the spacious, sunny 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 4 guests. The vintage kitchen is well supplied inc. Keurig & pods. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 18 min walk for trains to city, 5 min drive to lake. Wifi

Top guest favourite
Flat in Evanston
4.99 out of 5 average rating, 159 reviews

Spacious 3 bdrm apt. near NU + Chicago + lake.

Gather, relax and enjoy this spacious newly decorated 3 bedroom apt surrounded by available artwork by local artists. Get cozy in the winter with indoor fireplace and outdoor fire pit or cool off in summer at nearby beach. Located in a tree lined historical district that is near local shops, restaurants, coffee shops, breweries and wine bar. Close to public transportation including trains, buses and bike rentals to explore and visit Northwestern University, Chicago, Lake Michigan and more.

Top guest favourite
Flat in Evanston
4.95 out of 5 average rating, 173 reviews

Cute & comfortable apartment on quiet street

Rest and relax at this peaceful, cozy & comfortable upstairs apartment located in a quiet, family-friendly neighborhood surrounded by local parks & tree lined streets. It's a short distance to restaurants, the lakefront, and Northwestern University. There is easy parking and it's a short walk to public transit, to other local universities, Ryan Field, Welsh Ryan Arena, Downtown Chicago, Wrigley Field, and many museums, and concert venues. Note: laundry is only available to long term guests.

Top guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.98 out of 5 average rating, 280 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Guest favourite
A private backyard oasis features a green lawn bordered by vibrant yellow flowers. A small path winds through the garden, leading to a door set into a light-colored wall. A decorative planter sits on a stone pedestal, and wooden trellises are visible in the background.
Home in Evanston
4.86 out of 5 average rating, 199 reviews

SW Evanston Private, Stylish, Spacious Suite

Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Guest favourite
A two-story home is framed by lush foliage, featuring a welcoming front porch with a red door. Surrounding the property is a low wooden fence painted in pink, complementing the greenery of the front yard with blooming plants along the walkway.
Home in Evanston
4.79 out of 5 average rating, 210 reviews

Bright 3 bedroom 2 bath Beach / Ryan field close

Light, bright, and cozy home in central Evanston. 3 full bedrooms & two bathrooms perfect for any family. Close to parks, beach, and in between Northwestern University, and Loyola University. Downtown evanston accessible from both public transit & by car. Beach 15 minute walk, very large deck & yard for the warm weather great patio furniture, fire pit, Bbq . Welcome snacks and wine. There is an apartment in the basement separate entrance from the house. I live in the house sometimes.

Top guest favourite
Townhouse in Evanston
5 out of 5 average rating, 114 reviews

The NICEST place in Evanston for Families 1500Main

Fully Furnished 2-story, 2 bedroom attached Duplex with a King bed in the Primary bedroom and a pair of Twin beds in the 2nd bedroom. Couch on main floor is also a sofa bed that sleeps two if needed. Main floor is wide open floor plan. This space has been set up specifically for short-term rentals of 1-2 weeks or months and has previously been used by Guests looking for homes in the Evanston area or having construction done. We cater to Families visiting Northwestern University.

Guest favourite
The historic home exterior is showcased, featuring a vibrant red facade with white accents. A charming porch adorned with lattice and railings provides an inviting entrance. Lush greenery surrounds the property, complemented by a white picket fence and vibrant landscaping.
Flat in Wilmette
4.9 out of 5 average rating, 286 reviews

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. **Please note the apartment is located on the garden level and does NOT include the entire home.**

Top guest favourite
A charming guest house with light-colored siding and a red door is nestled among vibrant flowers in the garden. Large windows invite natural light, surrounded by leafy greenery, creating a peaceful atmosphere that complements the surrounding pollinator garden.
Guest house in Evanston
4.99 out of 5 average rating, 300 reviews

Cottage in a Garden

Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Guest favourite
The exterior of a charming two-story house is presented, featuring a covered porch with white railings. The landscaped front yard includes flower beds, with a blue mailbox positioned nearby. A pathway leads to the entrance, framed by lush greenery under a blue sky dotted with clouds.
Flat in Evanston
4.85 out of 5 average rating, 144 reviews

An awesom 2 Br apt. Evanston/close to NU & Loyola

Enjoy our cozy, newly rehabbed 2 bedroom apartment located in a quiet residential neighborhood. The unit is centrally located minutes from Northwestern University (1.5 mi), Loyola University (3.8 mi), Downtown Evanston, the Lakefront and Chicago. The apartment is perfectly sized for couples, families with small children, parents and teens on college visits or friends, and is equipped with essential amenities, free WIFI and TV.

Top guest favourite
Flat in Evanston
4.98 out of 5 average rating, 134 reviews

Charming one bedroom apartment

Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

Guest favourite
A bright living area features large windows that offer city views. Comfortable seating arrangements include a pair of teal sofas and a wooden armchair. A coffee table sits at the center on a soft area rug, accompanied by a flat-screen TV mounted on a nearby wall.
Apartment in Evanston
4.95 out of 5 average rating, 124 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Urban-Luxe experience at the Bliss of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view of downtown Evanston. Resort-like amenities with fitness center, outdoor pool, free parking in indoor GAR, biz ctr, and much more. 2 bedrooms, 2 full baths, 2 roll-out beds welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown.

Popular amenities for Evanston holiday rentals

When is the best time to visit Evanston?

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Frequently Asked Questions

  • What are the best places to stay in Evanston?

    Evanston has a mix of stays near historic districts, tree-lined residential areas, and vibrant neighborhoods close to local cafes and shops. Many guests look for accommodations near cultural attractions or university venues for convenience.

  • What are the best things to do in Evanston with kids?

    Families often enjoy exploring Evanston's parks, playgrounds, and public beaches along Lake Michigan. Many visit interactive spaces at the Ecology Center, and community events frequently provide hands-on activities for all ages.

  • What are some of the best things to do in Evanston?

    Evanston has lakefront beaches, art museums, local markets, and public gardens to explore. Many visitors stroll university campuses, enjoy independent shops, and take in theater performances in historic venues.

  • How is the weather in Evanston?

    Evanston experiences cold winters around 19–37°F (-7–3°C), and warm summers near 66–85°F (19–29°C). Spring and fall have milder temperatures with moderate rain, so packing layered clothing and a rain jacket is often suggested.

  • What are the best places to visit in Evanston?

    Evanston has the Charles Gates Dawes House, the Block Museum of Art, and the lakefront parks as frequently suggested stops. Many enjoy exploring neighborhoods with distinct architecture and vibrant public spaces.

  • What are some hiking trails in Evanston?

    Explore local parks like Lighthouse Beach and the Ladd Arboretum, which have walking paths and nature trails. The lakefront area also invites leisurely strolls through green spaces.

  • What are some family activities we can do in Evanston?

    Families in Evanston often visit science centers, historic museums, and lakeside playgrounds. Paddleboarding, nature walks, and hands-on art workshops are among the activities guests find engaging.

  • What are some of the best day trip ideas from Evanston?

    Many travelers take day trips to explore Chicago’s museums, botanical gardens in nearby towns, or forest preserves just outside Evanston. Waterfront villages around Lake Michigan are also frequently suggested.

  • Are there any pet friendly accommodations available in Evanston?

    Many accommodations in Evanston are pet friendly, especially around residential and lake-adjacent neighborhoods. Parks with open spaces make it easy to spend time outside with your pet.

  • What are some local tips for visiting Evanston?

    Exploring neighborhoods on foot helps uncover local coffee shops, historic buildings, and public art. Weekends bring farmers markets, and the lakeshore is an inviting spot for relaxed afternoons or picnics.

  • What is Evanston known for?

    Evanston is known for its historic architecture, university campus, cultural diversity, and arts scene. The city’s lakefront and vibrant dining options also attract guests throughout the year.

  • What are the best hidden gems to explore in Evanston?

    Visitors often discover tucked-away bookshops, quiet sculpture gardens, and small galleries in Evanston. Neighborhood bakeries, vintage stores, and community theaters can offer a locally rooted experience.

  • What are the best foods to try in Evanston?

    Evanston has diverse food options including locally roasted coffee, inventive vegetarian dishes, and Jewish deli specialties. Global flavors like Korean barbecue and Ethiopian cuisine are also often suggested.

  • What should I bring for a trip to Evanston?

    Pack layered clothing for variable weather, a rain jacket for spring and fall, and comfortable shoes for walking around neighborhoods or parks. Sunscreen and a reusable water bottle are helpful for outdoor activities.

  • What is the nightlife in Evanston like?

    Evanston’s nightlife includes laid-back pubs, small music venues, and late-night eateries near the university and downtown area. Guests often enjoy live performances, poetry readings, and locally brewed drinks.

  • What are the most popular events or festivals in Evanston?

    Evanston is known for summer art fairs, cultural parades, and outdoor concerts, especially around late spring and early fall. Community block parties and food festivals are frequently suggested seasonal highlights.

  • Are there family friendly vacation rentals in Evanston?

    Evanston has family friendly vacation rentals in neighborhoods near parks, schools, and community centers. Many options include extra space and amenities suited to travelers with children.

  • When is the best time to visit Evanston?

    Late spring to early fall is often recommended for Evanston trips, with warmer temperatures and outdoor activities available. Cultural events and seasonal festivals tend to happen during these months.

Quick stats about holiday rentals in Evanston

  • Total holiday rentals

    Explore 400 holiday rentals in Evanston

  • Nightly prices starting at

    Evanston holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 22,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    390 of Evanston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Monthly stays, Gym and BBQ grill across Evanston rentals

  • 4.7 Average rating

    Evanston stays receive an average rating of 4.7 out of 5 from guests

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